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Cobra Python, Chaparral 280 Osx, Rossiter Sloop boats for sale

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    12 boats
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      2025 Rossiter 14

      Request a Price

      Osterville, MA 02655 | Oyster Harbors Marine

      • 2025 Rossiter 14
      • 2025 Rossiter 14
      • 2025 Rossiter 14
      • 2025 Rossiter 14
      Dealer Logo

      2024 Chaparral 280 OSX

      $189,988

      $1,415/mo*

      Sarasota, FL 34243 | Carvista

      • 2024 Chaparral 280 OSX
      • 2024 Chaparral 280 OSX
      • 2024 Chaparral 280 OSX
      • 2024 Chaparral 280 OSX
      Dealer Logo

      2026 Rossiter 23 OPEN

      Request a Price

      Osterville, MA 02655 | Oyster Harbors Marine

      • 2026 Rossiter 23 OPEN
      • 2026 Rossiter 23 OPEN
      • 2026 Rossiter 23 OPEN
      • 2026 Rossiter 23 OPEN
      Dealer Logo

      2025 Rossiter 14

      Request a Price

      Osterville, MA 02655 | Oyster Harbors Marine

      • 2025 Rossiter 14
      • 2025 Rossiter 14
      • 2025 Rossiter 14
      • 2025 Rossiter 14
      • 2016 Rossiter 23

        $83,500

        $622/mo*

        Hobe Sound, FL 33455 | Private Seller

        • 2016 Rossiter 23
        • 2016 Rossiter 23
        • 2016 Rossiter 23
        • 2016 Rossiter 23

        2026 Rossiter 23 OPEN

        Request a Price

        Osterville, MA 02655 | Oyster Harbors Marine

        • 2026 Rossiter 23 OPEN
        • 2026 Rossiter 23 OPEN
        • 2026 Rossiter 23 OPEN
        • 2026 Rossiter 23 OPEN

        2024 Chaparral 280 OSX

        $189,988

        $1,415/mo*

        Sarasota, FL 34243 | Carvista Marine

        • 2024 Chaparral 280 OSX
        • 2024 Chaparral 280 OSX
        • 2024 Chaparral 280 OSX
        • 2024 Chaparral 280 OSX

        2026 Chaparral 280 OSX

        $324,547

        $2,418/mo*

        Bluffton, SC 29910 | Longshore Boats

        • 2026 Chaparral 280 OSX
        • 2026 Chaparral 280 OSX
        • 2026 Chaparral 280 OSX
        • 2026 Chaparral 280 OSX
        • 2020 Chaparral 280 OSX

          $159,900

          $1,191/mo*

          Shady Side, MD 20764 | Clarks Landing Yacht Sales MD

          • 2020 Chaparral 280 OSX
          • 2020 Chaparral 280 OSX
          • 2020 Chaparral 280 OSX
          • 2020 Chaparral 280 OSX
          • 2026 Rossiter 23 Open Bow

            Request a Price

            Westport, CT 06880 | All Seasons Marine Works, Inc

            • 2026 Rossiter 23 Open Bow
            • 2026 Rossiter 23 Open Bow
            • 2026 Rossiter 23 Open Bow
            • 2026 Rossiter 23 Open Bow
            • 2023 Chaparral 280 OSX

              $199,900

              $1,489/mo*

              Bohemia, NY 11757 | Island Yacht Sales

              • 2023 Chaparral 280 OSX
              • 2023 Chaparral 280 OSX
              • 2023 Chaparral 280 OSX
              • 2023 Chaparral 280 OSX
              • 2026 Rossiter 20 Day Boat

                Request a Price

                Westport, CT 06880 | All Seasons Marine Works, Inc

                • 2026 Rossiter 20 Day Boat
                • 2026 Rossiter 20 Day Boat
                • 2026 Rossiter 20 Day Boat
                • 2026 Rossiter 20 Day Boat
                • 2021 Chaparral 280 OSX

                  $195,000

                  $1,453/mo*

                  Sarasota, FL 34243 | Erickson Marine Corp.

                  • 2021 Chaparral 280 OSX
                  • 2021 Chaparral 280 OSX
                  • 2021 Chaparral 280 OSX
                  • 2021 Chaparral 280 OSX

                  2023 Chaparral 280 OSX

                  $179,000

                  $1,334/mo*

                  Sea Bright, NJ 07760 | Comstock Yacht Sales- Seabright

                  • 2023 Chaparral 280 OSX
                  • 2023 Chaparral 280 OSX
                  • 2023 Chaparral 280 OSX
                  • 2023 Chaparral 280 OSX
                  • 2025 Chaparral 280 OSX

                    $239,995

                    $1,788/mo*

                    Little River, SC 29566 | Coastal Boat Pros

                    • 2025 Chaparral 280 OSX
                    • 2025 Chaparral 280 OSX
                    • 2025 Chaparral 280 OSX
                    • 2025 Chaparral 280 OSX
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